4 Bedroom Homes for Sale in Kissimmee, FL

4 Beds ⋅ 4 Baths ⋅ Celebration Village Unit 2 SubDv. ⋅ 34747 Zip Code

Welcome to Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built-ins, French doors and oversized windows that fill the interiors with natural light. A beautiful sitting room framed by eight windows creates an inviting space bathed in natural light throughout the day. At the center of the home, the completely redesigned chef’s kitchen showcases custom Poggenpohl cabinetry, premium integrated appliances, dramatic illuminated stone surfaces, extensive preparation space, and a seamless connection to the adjacent living and dining areas, creating an ideal setting for both entertaining and everyday living. The owner’s suite serves as a luxurious private retreat with a spa-inspired bath finished in striking marble, custom fixtures, and refined architectural detailing. The suite is further enhanced by two walk-in closets, offering exceptional organization and boutique-style functionality. Each secondary bedroom are designed as private ensuite retreats complete with walk-in closets and beautifully updated bathrooms featuring elevated finishes and distinctive design details. The third-story movie room offers a true cinematic experience tucked away as a private entertainment space. Adding to the property’s versatility is a fully upgraded one-bedroom apartment featuring a private entrance, luxurious bath with a freestanding tub and separate shower, eat in space, living room and full-size washer and dryer offering ideal flexibility for guests, extended family or private office space. The main residence includes a two-car garage, while automotive enthusiasts and collectors will especially appreciate the separate temperature controlled oversized three-car garage. Designed with high ceiling height to accommodate vehicle lifts, the space has the potential to house up to six vehicles—an extraordinarily rare amenity within Celebration. The outdoor living experience is equally impressive, featuring a swimming pool and spa surrounded by elegant limestone pavers, summer kitchen, covered entertaining areas, and lush landscaping. A substantial stucco masonry wall encloses the grounds, creating an ultra-private backyard and pool setting rarely found within Celebration’s Main Village. Extensive landscape lighting beautifully illuminates the property and architectural details in the evening, enhancing the estate’s ambiance and presence after sunset. Multiple outdoor gathering spaces further elevate the estate-like atmosphere, creating the feel of a private luxury resort. Crescentwood represents a one-of-one opportunity within Celebration, offering the rarity of a double homesite, a fully renovated luxury residence and a level of finish and scale that is nearly impossible to replicate within the Main Village.

706 Golfpark Drive, Celebration

$2,250,000

4 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code

Nearly 6 acres of private waterfront on beautiful East Lake Tohopekaliga (East Lake Toho)—an exceptionally rare opportunity to own one of Central Florida's most unique waterfront properties. Offering direct lake access, majestic oak trees, and an existing residence, this remarkable property is the perfect setting to build your dream waterfront estate, create a private family compound, or secure a one-of-a-kind investment. The existing home provides immediate use while you design your future vision. With no HOA, you'll enjoy the freedom to create the lifestyle you've always imagined, with room for boats, RVs, detached garages, workshops, expansive outdoor living, and more. Whether your vision is a custom waterfront estate, a multi-generational family compound, or exploring future development or rezoning opportunities, this remarkable property offers exceptional flexibility, subject to zoning, county approvals, and buyer due diligence. Enjoy world-class boating and fishing, breathtaking sunsets, abundant wildlife, and the peaceful privacy that only waterfront acreage can provide—all while being just minutes from Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, and entertainment. Large waterfront parcels of this size in such a prime location rarely come to market. Whether you're looking to build your forever home, create a legacy property for generations to enjoy, or invest in one of Central Florida's most desirable waterfront locations, this is an opportunity that is becoming increasingly difficult to find. Nearly 6 private waterfront acres. No HOA. Endless possibilities. A place to build not just a home—but a legacy.

2794 Holiday Woods Drive, Kissimmee

$1,850,000

4 Beds ⋅ 3 Baths ⋅ South Semoran Farms Un 2 Unrec SubDv. ⋅ 34744 Zip Code

This property has it all! 2.50 Acres with a 3 bed/2 bath pool home and a 2016 1 bed/1 bath Guest House. The main house is 3250 total sq. ft. and the guest house is 968 sq. ft. with a total of 4218 sq. ft. Both of these homes have real brick exteriors. The sunken living room has a beautiful wood burning brick fireplace, high ceilings and Italian Porcelain Tile. There's a beautiful salt water sports pool with a spa and heater. In the kitchen you'll find a dinette area and a kitchen island. It has Level 4 Granite countertops and custom hickory kitchen cabinets. The kitchen has a breakfast bar with seating for 8. The main house has been updated with double pane windows, new plumbing, new water softener, water heater, real wood floors, Italian Porcelain tile, custom blinds, French doors, custom crown & molding, custom toilet and porcelain tub in the Master bath, and seamless gutters with leaf guards. The septic drain field was replaced in 2016 and the roof on both homes are only 7 years old. The Guest House has custom hickory kitchen cabinets with granite countertops, custom blinds, and custom crown and base molding. The property has a Swan security system with cameras and a monitor. The fire alarm system is connected to both homes so if one goes off they all go off. It has a 2 car garage with a new garage door opener and camera. There is a stand alone 12x20 carport, 10x20 small shed, 12x24 large shed with AC, and a 20x32 Big Shop. The property is beautifully landscaped with lots of fruit trees including Mango, Papaya, Peach, Pomegranate and Star Fruit. The property behind the home and across the front is fenced with chain link, and it has an electric gate at the entrance. It also has a cross fence behind the home so there's plenty of room for your animals. Perfect location to everything, only 8.5 miles to the Orlando Airport, 6.5 miles to Lake Nona, 8.7 miles to the FL Turnpike, and Austin Tindall Park is right across the street. All measurements are approximate.

4147 Boggy Creek Road, Kissimmee

$1,799,990

4 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code

One or more photo(s) has been virtually staged. Located at 7394 Gathering Court within the exclusive gates of Reunion Resort, this brand-new contemporary estate captures sweeping views of the renowned Watson Golf Course and delivers an elevated standard of resort-style living. A grand circular paver driveway and custom iron double doors set the tone, opening to a gallery-style foyer illuminated by tiered gold-and-crystal chandeliers and complemented by wood-look porcelain tile throughout. The dramatic great room showcases soaring 16-foot vaulted ceilings with coffered detailing and expansive impact-resistant windows that frame the lush fairways like artwork. Designed for both beauty and performance, the chef’s kitchen features solid wood custom cabinetry, a bold navy statement island topped with 3-inch mitered quartz, professional-grade appliances including a gas range, and a hidden walk-in pantry that preserves a clean, modern aesthetic. The main-level primary suite offers a private retreat with tray ceilings, custom walk-in closets, and a spa-inspired zero-entry shower with frameless glass and designer finishes. A rare highlight is the fully self-contained private-entry apartment complete with its own balcony, walk-in shower, and dedicated laundry, ideal for guests, multigenerational living, a private office, or added flexibility. Expansive accordion doors create seamless indoor-outdoor flow to the extended paver patio and custom summer kitchen, perfectly positioned to enjoy tranquil golf course views. Additional features include an epoxy-finished garage, oversized laundry room with custom cabinetry and sink with access to world-class amenities including multiple resort pools, fitness facilities, 24-hour guard-gated security, with HOA-covered internet, cable, and lawn care for effortless living. This exceptional residence blends architectural artistry with the ease and elegance of everyday luxury. Call us today for your private showing.

7394 Gathering Court, Reunion

$1,450,000

4 Beds ⋅ 4 Baths ⋅ Celebration Village Unit 2 SubDv. ⋅ 34747 Zip Code

Beautiful MAIN VILLAGE home overlooking PRESERVE, POND and GOLF COURSE! This exquisite floor plan features 4 bedrooms and 3.5 baths plus office/ den (potential guest bedroom first floor)! Spacious foyer upon entry, and lots of windows, beautiful plantation shutters, and crown molding throughout. Features include hardwood flooring, charming wood burning fireplace, new woven wood shades and detailed custom shelving. The Den/Office features a newly installed California Closets shelving unit. Light and bright Kitchen featuring recently updated quartz countertops and a beautifully coordinating backsplash. Enjoy the breakfast nook area with serene views of pond and golf course. Kitchen opens to family room, providing plenty of space to gather family and friends. Spacious bedrooms upstairs include 4 bedrooms and 3 bathrooms. The primary bedroom features a walk- in closet. New Water Heater 2025, AC 2020, Roof 2017 You'll love the long driveway and very Private lot! 2 CAR GARAGE w/storage and new epoxy flooring. This home is located on a beautiful tree lined street in fantastic conservation setting in Celebration's Main Village. The large backyard offers plenty of room for a pool! Walk to schools, downtown shops, restaurants, library and Golf Course. Hurry, this home won't last. You can't beat this location!

915 Jasmine Street, Celebration

$1,350,000

4 Beds ⋅ 4 Baths ⋅ Celebration West Village SubDv. ⋅ 34747 Zip Code

Virtually Staged. LOCATION!!! One of the best opportunities to buy a charming Golf front and Pond view home in West Village! (Please note that some photos are virtually staged!) This amazing single family home features 4 bedrooms and 3.5 baths, 2 car detached garage! Both floors have a beautiful, spacious balcony! It offers a spacious master suite on 1st floor! Wonderful floor plan with plenty of space to relax. Office/Den and formal dining area in front rooms. 3 Guest rooms upstairs w/french doors open to a front porch. Light and bright kitchen opens to family room with a beautiful fireplace. Sit and enjoy the amazing views and sunsets on your double porches. Walking distance to school, parks and downtown shops. This exquisite home is located on a beautiful tree lined street overlooking Celebration's Premier Golf Course. Very private and plenty of room for a pool! You'll love this fantastic David Weekley's Treemont floorplan-one of the Celebration's most popular floorplan! A retreat area is located upstairs for extra space. Lots of windows. Vaulted Ceilings. 2 car detached garage with an accomodating driveway for plenty of parking. Great home for entertaining. This home is beautiful and ready for you and your family. Schedule your showing today! Please click Virtual Tour Link to view 3D tour and a video tour.

934 Westpark Drive, Celebration

$1,349,999

4 Beds ⋅ 4 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code

Welcome to Fairway Charm, an inviting residence located within the prestigious gated community of Reunion Resort. Designed for both comfortable everyday living and the Florida resort lifestyle, this home offers a wonderful combination of indoor and outdoor spaces in one of Central Florida’s most sought-after communities. Step outside to your private pool area, where recent improvements make this space ready to enjoy. The pool has been recently resurfaced and re-tiled, giving it a fresh, updated appearance, and the pool pump has also been replaced. Whether relaxing in the Florida sunshine, entertaining friends and family, or enjoying an evening by the pool, the outdoor living area is a standout feature of the home. ***Active Reunion Resort membership available *** Another valuable feature is the true two-car garage. Unlike many homes in Reunion Resort where garages have been converted into game rooms or entertainment spaces, this garage remains completely open and available for two-car parking, storage, or recreational equipment, giving the next owner flexibility to use the space however they choose. Located within Reunion Resort, residents and guests enjoy a beautifully maintained resort setting convenient to Central Florida’s world-famous attractions, dining, shopping, golf, and entertainment. Whether you're searching for a primary residence, vacation retreat, or investment property, Fairway Charm offers an excellent opportunity to own a home in the heart of the Reunion Resort lifestyle.

969 Desert Mountain Court, Kissimmee

$1,150,000

4 Beds ⋅ 5 Baths ⋅ Southwood SubDv. ⋅ 34746 Zip Code

Welcome to this exceptional luxury home—a rare opportunity to own a one-of-a-kind, custom-built residence that blends elegance, comfort, and privacy. Nestled on 2.3 acres in a quiet neighborhood and surrounded by mature trees, this stunning 3,682 sq. ft. family home offers peaceful living with no HOA or restrictions. Bring your RV, boats, work vehicles, or other recreational equipment and enjoy the freedom this property provides. Conveniently located just minutes from shopping, dining, schools, and major highways, this home offers the perfect balance of privacy and accessibility. Relax on the spacious patio while enjoying your morning coffee, watching wildlife, or entertaining family and friends. As you enter through the double front doors, you're welcomed by impressive 10-foot ceilings and a bright, airy atmosphere. The expansive 20' x 30' formal living room features eight large windows that flood the space with natural light, creating the perfect setting for entertaining or relaxing. The thoughtfully designed open floor plan flows seamlessly into the family room, dining area, and gourmet kitchen. Every detail has been carefully planned to maximize space, functionality, and storage while maintaining a modern, luxurious feel. The kitchen features upgraded cabinetry, quartz countertops, a large island with a double sink, stainless steel appliances, a pop-up extractor, and a spacious walk-in pantry. Four sliding pocket doors open completely to the private backyard, creating a seamless indoor-outdoor living experience. The luxurious primary suite includes his-and-hers walk-in closets, a two-person soaking tub, and a spacious walk-in shower. Three additional generously sized bedrooms—two king-size and one queen-size—all feature private en-suite bathrooms, upgraded carpeting, and tasteful finishes. High-efficiency air conditioning systems help keep the home comfortable year-round while offering excellent energy efficiency. Built with exceptional craftsmanship and designed for modern family living, this remarkable home truly has it all. Schedule your private showing today and experience everything this outstanding property has to give before it's gone!

3390 Woodberry Court, Kissimmee

$1,099,500

4 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 5 SubDv. ⋅ 34747 Zip Code

Come see this beautiful large Celebration home with a private detached guest/in-law apartment, and located in a conservation setting! Nestled on a quiet cul-de-sac in Celebration’s South Village, this beautifully maintained “Grady Craftsman” by David Weekley Homes offers the perfect blend of timeless charm, modern comfort, and exceptional versatility. Set on an oversized corner lot backing onto wooded conservation, this 5-bedroom, 2.5-bath residence delivers privacy, elegance, and the true essence of Celebration living. The inviting covered front porch, mature landscaping, brick paver gated driveway, and picturesque setting create unforgettable curb appeal. Inside, some 2,915 sq. ft. of well designed living space welcomes you with high ceilings, ceramic tile flooring, abundant natural light, and a warm open-concept layout ideal for both everyday living and entertaining. The spacious living and formal dining areas seamlessly surround a beautifully updated kitchen featuring a center island, custom cabinetry, modern appliances, and unique built-in pet accommodations. A versatile ground floor fifth bedroom with closet can easily serve as an office/den/guest suite, and located beside a half bath. Upstairs, the elegant wooden staircase leads to the front master suite complete with a large walk-in closet, ensuite bath featuring dual vanities, walk-in shower, and private water closet. Three additional generously sized bedrooms and a full bath are thoughtfully arranged for comfort and privacy, plus the second-floor laundry closet for added convenience. One of the home’s most exceptional features is the beautifully appointed studio apartment above the garage — complete with a full kitchen, full bath, oversized walk-in closet, loft storage/sleeping area, private side entrance, separate A/C, and expansive deck overlooking the conservation area. Perfect as a guest suite, private office, creative studio, living space, or income-producing long-term rental opportunity. The oversized 2.5-car garage is equally impressive, featuring GarageTrac flooring, insulated garage door, overhead storage, workshop space with separate A/C, and endless functionality for hobbyists. Outdoor living is equally enchanting with a fenced private backyard, greenhouse and garden area, rear brick paver patio, and tranquil wooded views that create a peaceful retreat. While the hot tub does not convey, the custom-built pad and dedicated electrical setup remain in place for future enjoyment. Meticulously updated and maintained, notable improvements include: • New roofs (Oct/Nov 2025) • New gutters/downspouts (Oct/Nov 2025) • Main A/C (Jan 2023) • Studio apartment A/C (June 2024) • Workshop A/C (June 2024) • Washer & dryer (April 2019) • Microwave, dishwasher, and refrigerator/freezer (Oct 2025) Ideally located just moments from top-rated schools, Heritage Hall community pool, upgraded playgrounds, Downtown Celebration, Island Village, dining, shopping, and year-round community events, this home offers access to Celebration’s unmatched lifestyle — including parks, pools, fitness centers, tennis and basketball courts, dog parks, and over 26 miles of scenic walking and biking trails. This is a rare opportunity to own an extraordinary home in one of Central Florida’s most iconic and beloved communities — where timeless beauty, community spirit, and everyday luxury come together perfectly. Call to schedule your private showing appointment.

1101 Banks Rose Court, Celebration

$999,000

4 Beds ⋅ 3 Baths ⋅ Celebration Island Village SubDv. ⋅ 34747 Zip Code

SIGNIFICANT PRICE IMPROVEMENT! A rare opportunity to own an exceptional waterfront residence in Celebration Island Village – Phase 1, ideally located in one of the community’s most desirable areas, just moments from Island Village and Celebration Downtown. This spectacular Hilton Head model by Mattamy Homes has been thoughtfully enhanced with an extensive collection of builder and owner upgrades and is situated on a premium waterfront home site with tranquil water views. Offering approximately 2,800 square feet of beautifully designed living space and nearly 4,100 total square feet, this impressive home features 4 bedrooms, a versatile flex room, 2.5 bathrooms, and an oversized two-car garage. From the moment you arrive, the premium home site, exceptional curb appeal, and picturesque waterfront setting immediately set this residence apart. Inside, the thoughtfully designed open floor plan is filled with natural light and features wide-plank wood flooring throughout with no carpet, elegant 8-foot interior doors, upgraded baseboards, custom window treatments, iron stair balusters, and designer finishes. The gourmet chef’s kitchen serves as the heart of the home, showcasing premium cabinetry with crown molding, quartz countertops, farmhouse sink, built-in refrigerator enclosure, double ovens, designer hardware, upgraded lighting, and an expansive island that flows seamlessly into the spacious great room—perfect for everyday living and entertaining. A first-floor flex room with French doors provides a versatile space ideal for a home office, study, playroom, or additional living area. Upstairs, the luxurious primary suite offers a spa-inspired retreat with upgraded cabinetry, elegant fixtures, an upgraded shower enclosure, and generous closet space. The extensive list of enhancements continues with an oversized two-car garage featuring epoxy flooring and additional storage, sound insulation between interior walls, pre-plumbing for a future outdoor kitchen, media wiring, additional electrical upgrades, seamless gutters, and numerous other enhancements selected during construction. Step outside and experience the best of the Florida lifestyle with peaceful waterfront views and one of Celebration’s most desirable home sites. Whether enjoying your morning coffee, relaxing after a long day, or entertaining family and friends, this outdoor setting provides a beautiful backdrop for everyday living. Located in the highly sought-after community of Celebration FL where residents enjoy scenic walking and biking trails, community pools, parks, playgrounds, fitness facilities, and a vibrant town-center lifestyle, all while being conveniently located near Disney, major highways, shopping, dining, and Orlando’s world-class attractions. Luxury, thoughtful design, premium waterfront location, and an exceptional lifestyle come together in this remarkable Island Village residence. With a significant price improvement, this is an opportunity not to be missed. Schedule your private showing today!

7565 Estuary Lake Loop, Celebration

$990,000

4 Beds ⋅ 3 Baths ⋅ Happy Trails Unit 3 Unrec SubDv. ⋅ 34747 Zip Code

Peaceful living at its finest in Happy Trails, a gated community, minutes from the Disney Resort! Renovated 4/3 main house with separate 927 sf in law quarters and office/studio with 483 sf. This property is ideal for extended and multi generational families. Brand new kitchen with solid wood cabinets, butler's pantry, quartz countertops and stainless steel appliances. All 3 bathrooms remodeled in 2025 with quartz countertops, wood cabinets and high end fixtures. Brand new engineered wood flooring with wide baseboards installed throughout and interior freshly painted. Ugrades include new hot water heater 2025, Metal roof 10/21, 2 zone ac 6/21 and new window treatments throughout. Bring your horses, this property is Equestrian ready with room in barn for horse stalls or large storage area & fenced paddock. Property includes 6.2 acres. There are 2 separate adjacent lots also available for sale.

2477 Thacker Trail, Kissimmee

$949,000

4 Beds ⋅ 4 Baths ⋅ Spring Park Twnhms Of South Village SubDv. ⋅ 34747 Zip Code

Three Stories • Private Pool • Renovated Kitchen • Incredible Bonus Suite Welcome to 1208 Celebration Avenue, where spacious living, thoughtful updates, and the unmistakable charm of Celebration, Florida's South Village come together in one exceptional townhome. This beautiful three-story townhome offers a wonderfully open and flexible floor plan designed for both everyday living and entertaining. The heart of the home is the renovated kitchen, complete with a breakfast nook and additional seating area, creating the perfect gathering place for family and friends. The adjoining living spaces feel open and inviting, while architectural details including trey ceilings give the home an elevated, distinctive look. Upstairs, the spacious primary suite provides a relaxing retreat with a luxurious en-suite bath featuring a jetted tub and an impressive walk-in closet with custom cabinetry. Two additional bedrooms offer plenty of room for family, guests, or a home office. And then there’s the THIRD FLOOR! Nearly 800 square feet of bonus living space with its own full bath opens up a world of possibilities. Create an additional primary or guest suite, home theater, game room, private office, fitness studio—or a combination of them all. It’s the kind of flexible space that makes this home truly stand apart. Step outside and discover your own Rare private pool and patio, an inviting setting for morning coffee, sunny Florida afternoons, entertaining friends, or relaxing at the end of the day. Even the garage has been thoughtfully finished, featuring an organized two-car garage with tiled flooring and decked attic storage with pull down ladder. Wonderful sized apron behind the garage to park additional vehicles. Brand New water heater adds another practical upgrade, and some furnishings may also be available for inclusion. Best of all, you’re living in the heart of Celebration—the town that Disney built—with beautiful parks, community pools, walking and biking trails, neighborhood amenities, dining, shopping, and the Celebration lifestyle all close by. 1208 Celebration Avenue isn’t simply a townhome—it’s three floors of possibilities, your own private Florida pool, and the opportunity to call one of Central Florida’s most beloved communities HOME. Welcome to Celebration. Welcome home.

1208 Celebration Avenue, Celebration

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